Upcoming 5K Races Near Pleasant Valley, NY

Camphill Village 5K Trail and Fun Run

Copake, NY

Saturday, September 20th, 2025

5K

Trail

View details for race Camphill Village 5K Trail and Fun Run

ADAC Run/Walk/Roll For Recovery 5k

Middletown, NY

Saturday, September 20th, 2025

5K

View details for race ADAC Run/Walk/Roll For Recovery 5k

The Hub 5k and Family Fun Run

Cold Spring, NY

Saturday, September 20th, 2025

5K

View details for race The Hub 5k and Family Fun Run

Interclub Masters Challenge

Pleasantville, NY

Saturday, September 20th, 2025

5K

Trail

View details for race Interclub Masters Challenge

I RUN BEACON 5K RUN/WALK 2025

Beacon, NY

Sunday, September 21st, 2025

View details for race I RUN BEACON 5K RUN/WALK 2025

Orange Peel to Pavement

Montgomery, NY

Saturday, September 27th, 2025

5K

1 Mile

View details for race Orange Peel to Pavement

Nicky Cass 5k Challenge

Congers, NY

Saturday, September 27th, 2025

5K

View details for race Nicky Cass 5k Challenge

2025 Pies & Pub TaTa Trot 5k

Middlebury, CT

Saturday, September 27th, 2025

5K

View details for race 2025 Pies & Pub TaTa Trot 5k

Alpha Gamma Eta Omega 5K Run/Walk

Montgomery, NY

Saturday, September 27th, 2025

5K

View details for race Alpha Gamma Eta Omega 5K Run/Walk

Dylan Dainack Memorial 5k

Liberty, NY

Saturday, September 27th, 2025

5K

View details for race Dylan Dainack Memorial 5k

2025 MHRRC Dutchess County Classic

Poughkeepsie, NY

Saturday, September 27th, 2025

Half

10K

5K

Trail

View details for race 2025 MHRRC Dutchess County Classic

3rd Annual Beach to Beach 5k

Morris, CT

Sunday, September 28th, 2025

5K

Fast

View details for race 3rd Annual Beach to Beach 5k

SPEF 5K Walk & Run for Education 2025

Stamford, CT

Sunday, September 28th, 2025

5K

1 Mile

View details for race SPEF 5K Walk & Run for Education 2025

King Cares Annual 5K

Stamford, CT

Sunday, September 28th, 2025

5K

View details for race King Cares Annual 5K

Circle of Care's Annual Walk/Run for Kids With ...

Westport, CT

Sunday, September 28th, 2025

5K

View details for race Circle of Care's Annual Walk/Run for Kids With Cancer

Pounding the Pavement for Pink Races

Seymour, CT

Friday, October 3rd, 2025

5K

1 Mile

View details for race Pounding the Pavement for Pink Races

Stayin' Alive 5k and Fun Run Sat Oct-4th-2025

Armonk, NY

Friday, October 3rd, 2025

5K

View details for race Stayin' Alive 5k and Fun Run Sat Oct-4th-2025

Sugar Loaf 5K

Chester, NY

Saturday, October 4th, 2025

5K

View details for race Sugar Loaf 5K

South Orange Family YMCA 5K Color Run

Monroe, NY

Saturday, October 4th, 2025

5K

View details for race South Orange Family YMCA 5K Color Run

Woodbridge 5k

Woodbridge, CT

Saturday, October 4th, 2025

5K

Fast

View details for race Woodbridge 5k

3rd Annual Motivate 5K Walk/Run

Cornwall On Hudson, NY

Saturday, October 4th, 2025

5K

View details for race 3rd Annual Motivate 5K Walk/Run

New Milford River Run 5K & Kids' Superhero Sprint

New Milford, CT

Saturday, October 4th, 2025

5K

Fast

View details for race New Milford River Run 5K & Kids' Superhero Sprint

Chasing Ciara's Light 5k/12k Memorial Trail Race

Monroe, CT

Saturday, October 4th, 2025

5K

12K

Trail

View details for race Chasing Ciara's Light 5k/12k Memorial Trail Race

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 5th, 2025

5K

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

5K

1 Mile

Trail

View details for race Apple Harvest Road Races

Empire State Half Marathon

Congers, NY

Sunday, October 5th, 2025

5K

Half

Ultra

View details for race Empire State Half Marathon

47th Annual Kelly Memorial Police Chase

Campbell Hall, NY

Sunday, October 5th, 2025

5K

10K

View details for race 47th Annual Kelly Memorial Police Chase

IBBC Trail Classic 5k and Kid's Trail Run prese...

Irvington, NY

Sunday, October 5th, 2025

5K

Trail

View details for race IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails

RACE FOR CATHERINE

Newtown, CT

Friday, October 10th, 2025

View details for race RACE FOR CATHERINE

Zombie Escape Road Race

Watertown, CT

Saturday, October 11th, 2025

5K

View details for race Zombie Escape Road Race

GRR Race Series 2025: Greenwich Road Runners Fa...

Greenwich, CT

Saturday, October 11th, 2025

5K

1 Mile

View details for race GRR Race Series 2025: Greenwich Road Runners Fall Classic 5K & 1 Mile Run

3rd Annual Pumpkin Run Harwinton 5K

Harwinton, CT

Saturday, October 11th, 2025

5K

View details for race 3rd Annual Pumpkin Run Harwinton 5K

LivFree Boos & Brews 5K

Newtown, CT

Saturday, October 11th, 2025

5K

View details for race LivFree Boos & Brews 5K

2024 Harry Chapin Memorial Run/Walk Against Hunger

Croton-on-Hudson, NY

Saturday, October 11th, 2025

5K

10K

1 Mile

View details for race 2024 Harry Chapin Memorial Run/Walk Against Hunger

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 11th, 2025

5K

Trail

View details for race Gemstone Sparkle Sprint 5k

2nd Annual Randolph School Ramble 5K Run/Walk

Wappingers Falls, NY

Sunday, October 12th, 2025

5K

Trail

View details for race 2nd Annual Randolph School Ramble 5K Run/Walk

2025 Rhinebeck Fall Foliage Half Marathon & 5K

Rhinebeck, NY

Sunday, October 12th, 2025

Half

5K

View details for race 2025 Rhinebeck Fall Foliage Half Marathon & 5K

Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

5K

View details for race Cider Run/Walk 5k

13th Annual Happy Jack 5K

West Nyack, NY

Saturday, October 18th, 2025

5K

View details for race 13th Annual Happy Jack 5K

HHNC Meadows & Trails 5K

Cornwall, NY

Saturday, October 18th, 2025

5K

View details for race HHNC Meadows & Trails 5K

The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 18th, 2025

5K

View details for race The Little Guild 12th Annual Run & Wag 5K

Ridgefield Half Marathon, 7 Miler & 5K @ 7:15 AM

Ridgefield, CT

Sunday, October 19th, 2025

5K

Half

Fast

View details for race Ridgefield Half Marathon, 7 Miler & 5K @ 7:15 AM

EDRRC - Ryan's Run Superhero 5k, Villain 10K an...

Pawling, NY

Sunday, October 19th, 2025

5K

10K

View details for race EDRRC - Ryan's Run Superhero 5k, Villain 10K and Kids (Free) Fun Run.

Great Pumpkin Classic

Trumbull, CT

Sunday, October 19th, 2025

5K

Fast

View details for race Great Pumpkin Classic

LARC in the Park 5K Run/Walk

Valley Cottage, NY

Sunday, October 19th, 2025

5K

View details for race LARC in the Park 5K Run/Walk

33rd Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 19th, 2025

5K

View details for race 33rd Annual Halloween 5K and Kids Fun Run

The Ridgefield Road Fest: 1/2 Marathon, 7-Miler...

Ridgefield, CT

Sunday, October 19th, 2025

Half

5K

Fast

View details for race The Ridgefield Road Fest: 1/2 Marathon, 7-Miler, & Iris Fund 5K

Rides & Strides

Pomona, NY

Saturday, October 25th, 2025

5K

Ultra

View details for race Rides & Strides

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

5K

Trail

View details for race Collinsville Trick or Trot

Grin 'N Bear It: Brewster 5K

Brewster, NY

Saturday, October 25th, 2025

5K

View details for race Grin 'N Bear It: Brewster 5K

Explore more in Pleasant Valley, NY

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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